1-(2-(8-(dimethylamino)-3-oxo-8-phenyl-2-azaspiro[4.5]decan-2-yl)ethyl)cyclobutanecarbonitrile

ID: ALA4536065

PubChem CID: 118662159

Max Phase: Preclinical

Molecular Formula: C24H33N3O

Molecular Weight: 379.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)C1(c2ccccc2)CCC2(CC1)CC(=O)N(CCC1(C#N)CCC1)C2

Standard InChI:  InChI=1S/C24H33N3O/c1-26(2)24(20-7-4-3-5-8-20)13-11-23(12-14-24)17-21(28)27(19-23)16-15-22(18-25)9-6-10-22/h3-5,7-8H,6,9-17,19H2,1-2H3

Standard InChI Key:  ZYUUMWBXZQRLNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.4775   -9.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1833  -10.1096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5960   -9.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1120   -7.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5165   -8.3411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3254   -8.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7360   -7.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315   -6.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5165   -6.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5675   -7.0190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8123   -7.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8902   -8.1656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6935   -8.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3118   -7.0576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1027   -7.2630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0943   -6.2699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3118   -8.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0987   -9.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6737   -9.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4606   -9.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6694   -8.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0928   -8.0054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2776   -8.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5029   -8.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1156   -8.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3433   -8.4655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1020   -6.9267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
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  5 11  1  0
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 12 13  1  0
 13 14  1  0
 14  5  1  0
  8 15  1  0
 15 16  1  0
 15 17  1  0
  8 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 13 24  1  0
 24 25  1  0
 25  1  1  0
  1 26  1  0
 26 27  3  0
 12 28  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536065

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 379.55

Molecular Weight (Monoisotopic): 379.2624

AlogP: 4.32

#Rotatable Bonds: 5

Polar Surface Area: 47.34

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.93

CX LogP: 3.37

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.77

Np Likeness Score: 0.26

References

1. Rosse G..  (2016)  Treatment of Pain with Spirocylic Cyclohexane Derivatives Having Dual Specificity for ORL-1 and μ-Opioid Receptors.,  7  (9): [PMID:27660683] [10.1021/acsmedchemlett.6b00277]

Source

Source(1):

• Scientific Literature